Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 3, Pages 1141-1147Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo802196r
Keywords
-
Categories
Funding
- National Institute of General Medical Sciences [GM070620, GM079593]
- National Institutes of Health Kansas University Center of Excellence for Chemical Methodologies and Library Development [P50 GM069663]
Ask authors/readers for more resources
The relative reactivity of various functional groups toward alkyne electrophilic cyclization reactions has been studied. The required diarylalkynes have been prepared by consecutive Sonogashira reactions of appropriately substituted aryl halides and competitive cyclizations have been performed using I-2, ICI, NBS and PhSeCl as electrophiles. The results indicate that the nucleophilicity of the competing functional groups, polarization of the alkyne triple bond, and the cationic nature of the intermediate are the most important factors in determining the outcome of these reactions.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available